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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028002Generated: October 30, 2026

Chlorosulfonyl isocyanate → 6-Bromo-5-fluoro-1H-indole-3-carbonitrile

https://huagongshe.com/reaction/1028002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosulfonyl isocyanateHCID 70918—
Reactant6-Bromo-5-fluoroindoleHCID 22262922—
SolventDimethylformamideHCID 6228—
Product6-Bromo-5-fluoro-1H-indole-3-carbonitrileHCID 53402957100.1%

Reaction Steps

To 6-bromo-5-fluoro-1H-indole (9.4 g, 43.9 mmol) in DMF (50 mL) at −78° C. was added chlorosulfonyl isocyanate (4.6 mL, 53 mmol). After complete addition the mixture was allowed to warm to room temperature and stir for 2 hrs. The reaction mixture was poured into ice water and stirred for 30 minutes. The precipitate was collected on a filter, washed with ice water and dried in a vacuum oven to give 6-bromo-5-fluoro-1H-indole-3-carbonitrile as a light-beige solid (10.5 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735414B2
Source datasetuspto-grants-2014_05
ORD IDord-e3d4899e65b14de1911901fe2ae5dafc
Source noteuspto-grants-2014_05